253435-24-4

Upstream product

• 557-21-1 dicyanozinc 
• 253435-19-7 2-(2-(4-methylphenyl)ethynyl)-1-iodobenzene 
• 766-97-2 4-n-methylphenylacetylene 
• 4387-36-4 2-iodobenzonitrile 
• 2042-37-7 o-cyanobromobenzene 
• 615-42-9 1,2-Diiodobenzene 
• 624-31-7 4-tolyl iodide 
• 40888-26-4 2-ethynylbenzonitrile 

Downstream Products

• 73502-26-8 (Z)-3-(4-methylbenzylidene)-2,3-dihydro-1H-isoindolin-1-one 
• 75040-00-5 3-(4-methylphenyl)isoquinoline-1(2H)-one 
• 1192716-89-4 2-(5-p-tolyl-2H-1,2,3-triazol-4-yl)benzonitrile 
• 1192717-13-7 5-(4-(methyl)phenyl)tetrazolo[5,1-a]isoquinoline 
• 1609162-34-6 ethyl 1-amino-3-p-tolyl-2-naphthoate 
• 1174039-95-2 6-(p-tolyl)benzo[4,5]imidazo[2,1-a]isoquinoline 
• 1581713-36-1 methyl 1-amino-3-(4-methylphenyl)-2-naphthoate 

Relevant academic research and scientific papers

Nickel-Catalyzed Sonogashira C(sp)-C(sp2) Coupling through Visible-Light Sensitization

An efficient method for visible-light-initiated, nickel-catalyzed Sonogashira C(sp)-C(sp2) coupling has been developed via an energy-transfer mode. Thioxanthen-9-one as a photosensitizer could significantly accelerate the arylation of alkynes with a wide

Selective synthesis of benzo[4,5]imidazo[2,1-a]isoquinolines via copper-catalyzed tandem annulation of alkynylbenzonitriles with 2-Iodoanilines

An efficient copper-catalyzed cascade cyclization reaction for selectively synthesizing a variety of benzo[4,5]imidazo[2,1-a]isoquinoline derivatives has been developed. The reaction features the formation of three different C–N bonds in sequence. In the

A radical cyclization cascade of 2-alkynylbenzonitriles with sodium arylsulfinates

A convenient radical cyclization cascade procedure for the construction of sulfonated indenones from 2-alkynylbenzonitriles and sodium arylsulfinates has been explored under mild reaction conditions. The present methodology offers a low-cost and operationally straightforward approach to synthesizing various sulfonated indenones in moderate to good yields by simple use of cheap sodium persulfate as an oxidant and environmentally benign water as a co-solvent.

Lanthanide-Catalyzed Tandem Insertion of Secondary Amines with 2-Alkynylbenzonitriles: Synthesis of Aminoisoindoles

A lanthanide-catalyzed intermolecular hydroamination of 2-alkynylbenzonitriles with secondary amines has been disclosed, providing a streamlined access to a range of aminoisoindoles in moderate to excellent yields. The salient features of this reaction in

Silver-mediated radical 5-exo-dig cyclization of 2-alkynylbenzonitriles: Synthesis of phosphinylated 1-indenones

A new silver-mediated 5-exo-dig cyclization of 2-alkynylbenzonitriles with disubstituted phosphine oxide and H2O has been developed. The reaction enables multiple bond-forming events including C-P, C-C and C-O bonds under atmospheric conditions

Synthesis of naphthalene amino esters and arylnaphthalene lactone lignans through tandem reactions of 2-alkynylbenzonitriles

Tandem reaction of 2-alkynylbenzonitriles with a Reformatsky reagent turned out to be a novel and efficient approach toward 1-aminonaphthalene-2- carboxylates. Interestingly, with 2-(3-hydroxyprop-1-ynyl)benzonitriles as the substrates, a more sophisticat

Microwave-promoted copper-free Sonogashira-Hagihara couplings of aryl imidazolylsulfonates in water

Aryl imidazol-1-ylsulfonates have been efficiently cross-coupled with aryl-, alkyl-, and silylacetylenes in neat water under copper-free conditions at 110 °C assisted by microwave irradiation. Using 0.5mol% of an oxime palladacycle as precatalyst, 2-dicyclohexylphosphino-2′,6′- dimethoxybiphenyl (SPhos, 2mol%) as ligand, hexadecyltrimethylammonium bromide (CTAB) as additive, and triethylamine (TEA) as base, a wide array of disubstituted alkynes has been prepared in good to high yields in only 30min. Copyright

Microwave-assisted cycloadditions of 2-alkynylbenzonitriles with sodium azide: selective synthesis of tetrazolo[5,1-a]pyridines and 4,5-disubstituted-2H-1,2,3-triazoles

Under microwave irradiation (75 W), treatment of 2-alkynylbenzonitriles with 1.5 equiv of sodium azide in DMSO at 140 °C gave 4,5-disubstituted-2H-1,2,3-triazoles in 60-99% yields. Additionally, adding 8 equiv of ZnBr2 and using 8 equiv of sodi

Solvent effects on aza-anionic cycloaromatization of 2-(2-substituted-ethynyl)benzonitriles

The methanolysis of 2-(2-aryl ethynyl)benzonitriles is accelerated when the polar aprotic solvents are added, which could enhance the 6-endo pathway and give isoquinolones, though the 5-exo pathway is occupied mostly. The yields of products would also be

A direct anionic cyclization of 2-alkynylbenzonitrile to 3- substituted-1(2H)-isoquinolones and 3-benzylideneisoindol-2ones initiated by methoxide addition

Treatment of 2-(2-alkylethynyl)benzonitrile with sodium methoxide in refluxing methanol for 12 h gave 3-alkyl-1(2H)- isoquinolone in modest yield. Under the same reaction conditions, methanolysis of 2-(2-arylethynyl)benzonitrile lead to the formation of 3